Short-Term Rentals in Holiday Harbor, FL: Compare 10+ Sites & Save

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  3.  USA

  4.  Florida
  5.  Pensacola
  6.  Holiday Harbor

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3235 Best Short-Term Rentals in Holiday Harbor (Starting from $116)

Heron's Nest
Heron's Nest
House
Perdido Key, FL, USA
0.1k from Holiday Harbor center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

3 Bedrooms9 Guests
6.8

Good

6 reviews

$193
Average price / night
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Holiday Harbor Marina Apartment with boat slip!
Holiday Harbor Marina Apartment with boat slip!
Apartment
Pensacola, FL, 32507, United States
0.0k from Holiday Harbor center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom4 Guests
9.8

Exceptional

11 reviews

$182
Average price / night
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Serene Pensacola Vacation Rental with Gas Grill
Serene Pensacola Vacation Rental with Gas Grill
House
Pensacola, FL, USA
0.1k from Holiday Harbor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

4 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$608
Average price / night
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Heron House private beach on Intercoastal waterway
Heron House private beach on Intercoastal waterway
House
Pensacola, FL, 32507, United States
0.1k from Holiday Harbor center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$371
Average price / night
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Lucky View Beach House
Lucky View Beach House
House
Pensacola, FL, USA
0.3k from Holiday Harbor center

Cheap, Accommodations, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms15 Guests
9.0

Fabulous

2 reviews

$481
Average price / night
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Luxurious 4-BR Beachfront Escape: Private Beach, Fishing Dock, Boat & Family Fun
Luxurious 4-BR Beachfront Escape: Private Beach, Fishing Dock, Boat & Family Fun
House
Pensacola, FL, 32507, United States
0.1k from Holiday Harbor center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms12 Guests
9.0

Fabulous

9 reviews

$770
Average price / night
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Perdido Escape Spacious 3BR 3BA Condo Beach Pool
Perdido Escape Spacious 3BR 3BA Condo Beach Pool
Apartment
FL, USA
0.4k from Holiday Harbor center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Places to stay

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$400
Average price / night
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Book Now Mar 29-Apr 2* Pet Friendly Waterfront Home w/Beach* Fishing* Stunning Sunsets
Book Now Mar 29-Apr 2* Pet Friendly Waterfront Home w/Beach* Fishing* Stunning Sunsets
House
Perdido Key, FL, 32507, United States
0.1k from Holiday Harbor center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
9.6

Exceptional

108 reviews

$483
Average price / night
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San Andres Unit A205 at Lost Key Golf & Beach Club
San Andres Unit A205 at Lost Key Golf & Beach Club
House
Pensacola, FL, USA
0.4k from Holiday Harbor center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$214
Average price / night
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Serene Pensacola Vacation Rental w/ Gas Grill
Serene Pensacola Vacation Rental w/ Gas Grill
House
Pensacola, FL, 32507-9633, United States
0.1k from Holiday Harbor center

AC, Barbecue, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
9.6

Exceptional

8 reviews

$382
Average price / night
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Sailmakers place 206
Sailmakers place 206
House
FL, USA
0.4k from Holiday Harbor center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

3 Bedrooms6 Guests
New to Booking
$310
Average price / night
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Waterfront! Perfect Location!!
Waterfront! Perfect Location!!
Condo
Pensacola, FL, 32507, United States
0.2k from Holiday Harbor center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$135
Average price / night
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Lost Key 403A
Lost Key 403A
Apartment
Perdido Key, FL, USA
0.4k from Holiday Harbor center

Apartments, Accommodations, Pools, 4-star, Lodgings, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$116
Average price / night
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\"Lucky View\" | Private Pool | Boat Dock | Waterfront | Beach Getaways
\"Lucky View\" | Private Pool | Boat Dock | Waterfront | Beach Getaways
House
Pensacola, FL, 32507, United States
0.3k from Holiday Harbor center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms15 Guests
9.0

Fabulous

4 reviews

$1420
Average price / night
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Santo Amaro 801B - Lost Key Golf & Beach
Santo Amaro 801B - Lost Key Golf & Beach
Apartment
Holiday Harbor, Pensacola, Florida, USA
0.4k from Holiday Harbor center

Apartments, Accommodations, Pools, Lodgings, Hot tubs, Places to stay, Accessible hotels

3 Bedrooms7 Guests
New to Booking
$292
Average price / night
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Saufley House - Intracoastal Beach Cottage, Perdido Key, Florida
Saufley House - Intracoastal Beach Cottage, Perdido Key, Florida
House
Pensacola, FL, 32507, United States
0.3k from Holiday Harbor center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.8

Exceptional

123 reviews

$205
Average price / night
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Lost Key 14338 Beach Heather Ct By Pkrm
Lost Key 14338 Beach Heather Ct By Pkrm
Apartment
Pensacola, FL, USA
0.4k from Holiday Harbor center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms8 Guests
New to Booking
$278
Average price / night
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Gulf Coast Beach Daze, at Lost Key Golf & Beach Club \n3-BR 2-BA Condo
Gulf Coast Beach Daze, at Lost Key Golf & Beach Club \n3-BR 2-BA Condo
Condo
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$347
Average price / night
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Santo Amaro #705B at Lost Key
Santo Amaro #705B at Lost Key
Apartment
Perdido Key, FL, USA
0.4k from Holiday Harbor center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$319
Average price / night
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San Andres Unit A205 at Lost Key Golf & Beach Club | My Beach Getaways
San Andres Unit A205 at Lost Key Golf & Beach Club | My Beach Getaways
Condo
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
8.0

Good

4 reviews

$366
Average price / night
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Perdido Key Private Paradise-Private Beach-Pool-Free Daily Activities
Perdido Key Private Paradise-Private Beach-Pool-Free Daily Activities
Condo
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$341
Average price / night
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Golf. BEACH. Pool. REPEAT! Experience the Lost Key Lifestyle! Free Golf!!
Golf. BEACH. Pool. REPEAT! Experience the Lost Key Lifestyle! Free Golf!!
Condo
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms7 Guests
10.0

Exceptional

4 reviews

$266
Average price / night
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Perdido Key Water View with Pool, Second Floor Duplex
Perdido Key Water View with Pool, Second Floor Duplex
Condo
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$218
Average price / night
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Sunset-View Resort Condo on Perdido Key
Sunset-View Resort Condo on Perdido Key
Condo
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Hot Tub, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$212
Average price / night
Check Availability
Private getaway by the beach
Private getaway by the beach
Condo
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$211
Average price / night
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Sailmakers Place 903 | Two-Story Penthouse | Panoramic Views | My Beach Getaways
Sailmakers Place 903 | Two-Story Penthouse | Panoramic Views | My Beach Getaways
Condo
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

6 Bedrooms16 Guests
New to Booking
$969
Average price / night
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Eighth floor condo with pools and hot tub, WiFi, central AC, & Bluetooth system
Eighth floor condo with pools and hot tub, WiFi, central AC, & Bluetooth system
Condo
Perdido Key, FL, 32507, United States
0.4k from Holiday Harbor center

AC, Balcony, Dryer, Elevator, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms7 Guests
New to Booking
$332
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Holiday Harbor.

Stay Near Holiday Harbor's Top Attractions

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Holiday Harbor Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 3235 verified short-term rentals in Holiday Harbor, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Holiday Harbor vary depending on location, property size, and travel dates. Rates typically start from around $116 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Holiday Harbor include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Holiday Harbor, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Holiday Harbor often include amenities such as View, Fireplace/Heating, and Wellness Facilities, providing a comfortable and convenient stay.

Short-term rentals in Holiday Harbor are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.